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Popular Sunset & Dinner Cruises Charters in Long Island  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sunset & Dinner Cruises in Long Island- BoatBooker

Long Island

Long Island, United States

long-island

Long Island is a boater’s playground, where sheltered bays meet the open Atlantic and charming seaside towns frame every horizon. From calm, glassy waters ideal for first-time cruisers to breezy stretches perfect for more adventurous outings, there’s a route here for every style of day on the water.Book Long Island boating charters to explore winding inlets, anchor by sandy beaches, and drift past marinas lined with classic New England–style architecture. Captains can tailor trips around swimming spots, sandbar picnics, lighthouse photo ops, or sunset sightseeing, while rental options let confident boaters set their own pace.Protected waterways offer smooth rides for families and groups, with plenty of coves to drop the hook and relax. On longer outings, you can trace the island’s coastline for panoramic views, watch seabirds wheel overhead, and spot historic shoreline landmarks. Calm mornings invite paddle stops and beachcombing; golden-hour cruises reward you with postcard-worthy light.Whether you’re planning a quick harbor hop or a full-day coastal cruise, Long Island boating charters make it easy to mix relaxation and discovery. With diverse launch points, a variety of vessels, and countless hidden nooks to explore, this destination delivers memorable on-the-water experiences from the first cast-off to the final tie-up.

Set sail on a breathtaking two-hour boat cruise in Red Bank! Bring your favorite drinks and snacks while we provide a spacious boat, a skilled captain, and a cooler filled with ice. Enjoy your music on our Bluetooth sound system and relax knowing there's even a bathroom on board—just sit back and soak in the views!

United States

Sandy Hook Charters

Red Bank

Set sail from Red Bank aboard Sandy Hook Charters, a spacious and comfortable 2006 Godfrey Aqua Patio Deck Boat designed for unforgettable experiences on the water. Whether you&#039;re looking for a relaxing cruise or a fun-filled adventure, this 6-passen

Unwind on a peaceful 2-hour Sunset Sail departing from Westbrook, CT, and experience the magic of golden hour on the water. As the sun dips below the horizon, enjoy stunning views of the coastline bathed in warm light and the gentle rhythm of the sailboat. It's the perfect way to end your day on the Sound.

Joyride Charters

Westbrook

Come Sail with Captain Joy! Looking for an unforgettable experience on the water? Step aboard with Captain Joy &mdash; a USCG Master Captain with 40+ years of sailing adventures across the globe. Now docked in Westbrook, CT, she&rsquo;s ready to share the

Enjoy a smooth and relaxing cruise through the calm, protected waters of Jones Inlet as you take in another breathtaking sunset. It's the perfect way to unwind and soak in the beauty of the evening.

Carolann P Fishing Charters

Freeport

Carolann P Fishing Charters is a beautifully restored 1998 Luhrs 31 Sportfishing vessel (restored in 2025), based in Freeport, offering an unforgettable maritime experience for up to six guests. Powered by twin 315 HP Yanmar diesel inboard engines, this b

Experience the magic of golden hour on our 3-Hour Montauk Lighthouse Sunset Cruise. Set sail along the scenic coast as the sun dips behind the iconic lighthouse, painting the sky in vibrant hues. It's the perfect way to unwind, snap stunning photos, and soak in the beauty of Montauk from the water.

Montauk Venture Charters

Montauk

Experience timeless elegance and adventure aboard Montauk Venture Charters, a beautifully restored 1961 Hatteras Sportfish Motor Yacht, fully refreshed in 2020. Nestled in the heart of Montauk, this classic yacht comfortably welcomes up to six guests for 

Sail Long Island's Gold Coast on WINDSWEPT, a beautifully kept Jeanneau 36i! Private sailing charters can accommodate up to 6 guests. Departure times are flexible - select a start time that works best for your group!

Two-hour charters allow enough time to sail to the mouth of Oyster Bay Harbor and back. Perfect for catching a sunset or for touring the harbor, you'll have great views of the sandy bluffs and waterfront mansions that line the bay.

Windward Sailing Charters

Oyster Bay

Sail Long Island's Gold Coast aboard a beautifully maintained 2012 Jeanneau Sun Odyssey 36i. Moored in Oyster Bay Harbor, she features a large shaded cockpit with cushions and ample room for 6, a secured deck with double lifelines and USCG-approved safety

Enjoy a relaxed 2-hour sunset cruise through Norwalk Harbor and around the Norwalk Islands. Perfect for couples or small groups looking to unwind and take in the views as the sun sets over the Sound.
The trip runs on a classic SeaCraft center console with a smooth ride. Seating is casual, with comfortable bean bags on deck so you can stretch out and enjoy the cruise.
Coolers and water are provided. Feel free to bring your own drinks and snacks.

Private trip for up to 3 guests. Simple, easy, and great!

Viking Fly Charters

Norwalk

Viking Fly Charters is a classic 2008 SeaCraft center console based in Norwalk, offering private, customizable trips for up to 3 guests. Powered by a reliable 140 HP Suzuki outboard, the boat cruises comfortably up to 33 knots, making it perfect for explo

Join us aboard the Kopis, a 30-foot Grady White, where your group of up to six people will enjoy a 2-hour tour of Montauk Harbor and the surrounding sights. During this experience you will relax, unwind and enjoy the tranquility of Montauk on the water. You will enjoy a spectacular sunset, all of the sights/sounds, plus I will put your group in position for some amazing photos. If you so choose, you can be dropped off at several local bars or restaurants/restaurants or back at Marlena's Marina.

Kopis Charters

Experience Montauk from the water with a Grady-White 30 and enjoy a private charter designed entirely around your group. Whether you&rsquo;re planning a relaxing harbor cruise, a romantic sunset outing, a family adventure, or a fun evening with friends, K

3-Hour Sightseeing Tour of Fishers Island Sound, including Latimer's Light, Watch Hill Lighthouse, Fishers Island, the Dumpling Islands, Race Rock Light, New London Ledge Light, and Avery Point.

Don't forget that a 20% tip is customary to show your appreciation!

FV Kelly Marie Boat Cruises

Groton

FV Kelly Marie Boat Cruises is a classic 2004 Terry Jason Lobster Downeast vessel, beautifully suited for comfortable and intimate private charters departing from Groton, Connecticut. Designed for small groups, she accommodates up to 6 guests, making her 

Cruise through New York Harbor on the Hudson and East Rivers to see the Statue of Liberty, Brooklyn and Manhattan Bridges, Williamsburg Bridge, the Domino Sugar Factory, Governor's Island, and more.

Freedom

Jersey City

Freedom is a beautifully renovated 75-foot luxury event yacht, fully updated in 2025 with a brand-new interior and exterior, and designed to host unforgettable gatherings on the water. The vessel comfortably accommodates up to 80 guests, making it perfect

Set sail on a breathtaking 3-hour sunset cruise along the Hudson River, offering stunning views from Liberty State Park around NY Harbor and the Statue of Liberty. Enjoy a relaxing, scenic experience aboard our comfortable 38’ motor yacht. Capture incredible photos of the iconic landmarks as the sun sets over the New York City skyline.

Perfect for those looking for a peaceful escape with unbeatable views, this intimate charter offers a once-in-a-lifetime perspective of some of the city's famous landmarks

Hudson River Boat Charters

Experience New York Harbor from the water aboard Hudson River Boat Charters, a classic 1975 Bruno Stillman DownEast Lobsterman based at Liberty State Park in Jersey City. With room for up to 12 guests, this spacious and distinctive vessel is powered by a 

Sunset & Dinner Cruises in Long Island

Top Sunset & Dinner Cruises in Long Island